Tobias acid (2-amino-1-naphthalenesulfonic acid) is an organic compound with the formula C10H6(SO3H)(NH2). It is named after the German chemist Georg Tobias.[1] It is one of several aminonaphthalenesulfonic acids, which are derivatives of naphthalene containing both amine and sulfonic acid functional groups. It is a white solid, although commercial samples can appear otherwise.[2] It is used in the synthesis of azo dyes such as C.I. Acid Yellow 19 and C.I. Pigment Red 49. It is prepared via the Bucherer reaction of 2-hydroxynaphthalene-1-sulfonic acid with ammonia and ammonium sulfite.[3]
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Preferred IUPAC name
2-Aminonaphthalene-1-sulfonic acid | |
Other names
2-Naphthylamine-1-sulfonic acid
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.001.211 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C10H9NO3S | |
Molar mass | 223.25 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References
edit- ^ Tobias, Georg (January 1890). "Zur Anwendung der Sandmeyer' schen Reaction auf Diazosulfosäuren und über die Zersetzung dieser Verbindungen bei Gegenwart von Kupfer oder Kupferoxydul" [On the application of Sandmeyer's reaction to diazosulfonic acids and the decomposition of these compounds in the presence of copper or copper oxide]. Berichte der Deutschen Chemischen Gesellschaft (in German). 23 (1): 1628–1634. doi:10.1002/cber.189002301270.
- ^ CID 6670 from PubChem
- ^ Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a17_009.
External links
edit- 2-Amino-1-naphthalenesulfonic acid, NIST Standard Reference Data Program